sulfacetamide

CHEBI:63845 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

sulfonamide antibioticARO:3000282

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:48975 CHEBI:48975
CHEBI:90852 CHEBI:90852
ARO:3000282 ARO:3000282

Chemical structure

Computed structure properties
Molecular formula	C8H10N2O3S
Charge	0
Average mass	214.246 Da
Monoisotopic mass	214.04121 Da
Source	ChEBI
InChIKey	SKIVFJLNDNKQPD-UHFFFAOYSA-N

SMILES

CC(=O)NS(=O)(=O)c1ccc(N)cc1

InChI

InChI=1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)

Also called

sulfacetamida (INN)— chebi
sulfacetamidum (INN)— chebi
N-[(4-aminophenyl)sulfonyl]acetamide (EXACT_SYNONYM)— chebi
Acetosulfamine (EXACT_SYNONYM)— chebi
N'-Acetylsulfanilamide (EXACT_SYNONYM)— chebi
N-((p-Aminophenyl)sulfonyl)acetamide (EXACT_SYNONYM)— chebi
N-(p-Aminobenzenesulfonyl)acetamide (EXACT_SYNONYM)— chebi
N-Acetyl-4-aminobenzenesulfonamide (EXACT_SYNONYM)— chebi
N-Acetylsulfanilamide (EXACT_SYNONYM)— chebi
N-Sulfanilylacetamide (EXACT_SYNONYM)— chebi
N-Sulphanilylacetamide (EXACT_SYNONYM)— chebi
N-[(p-Aminophenyl)sulfonyl]acetamide (EXACT_SYNONYM)— chebi
N1-acetyl-4-aminophenylsulfonamide (EXACT_SYNONYM)— chebi
N1-acetylsulfanilamide (EXACT_SYNONYM)— chebi
Sulfanilazetamid (EXACT_SYNONYM)— chebi
Sulphacetamide (EXACT_SYNONYM)— chebi
Sulphacetamidum (EXACT_SYNONYM)— chebi
p-Aminobenzenesulfonacetamide (EXACT_SYNONYM)— chebi
p-Aminobenzenesulfonoacetamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3000683
cas:144-80-9
drugbank:DB00634
drugcentral:2497
kegg.drug:D05947
lincs.smallmolecule:LSM-5374
reaxys:981718
wikipedia.en:Sulfacetamide
chembl:CHEMBL455
pubchem.compound:5320

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281
CHEBI:36047 CHEBI:36047

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3000683`	sulfacetamide	`antibioticmech:aro-ade2c19349`	2026-08-30
CHEBI	`CHEBI:63845`	sulfacetamide	`antibioticmech:chebi-3adba1c1cd`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

antibiotic sensitive dihydropteroate synthase PROTEIN DIRECT_BINDING_TARGET

ARO:3000744

CARD/ARO database assertion; target organism, strain, and assay are not specified. Dihydropteroate synthase is asserted as the inhibited enzyme. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000744 (CARD/ARO asserts targeted_by_antibiotic ARO:3000683 (sulfacetamide); database assertion, not a primary citation.)

Mechanism summary

Mode of action: FOLATE_PATHWAY_INHIBITION microbial target — Assigned from ChEBI role CHEBI:50502 (EC 2.5.1.15 (dihydropteroate synthase) inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

Resistance mechanisms

5 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_TARGET_REPLACEMENT 3

ANTIBIOTIC_TARGET_REPLACEMENT
Determinant	ARO ID	Organism	Gene families	Evidence
sul1	ARO:3000410	not organism-specific	—	ARO:3000410 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000683 (sulfacetamide); database assertion, not a primary citation.)
sul2	ARO:3000412	not organism-specific	—	ARO:3000412 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000683 (sulfacetamide); database assertion, not a primary citation.)
sul3	ARO:3000413	not organism-specific	—	ARO:3000413 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000683 (sulfacetamide); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_ALTERATION 2

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Escherichia coli folP with mutation conferring resistance to sulfonamides	ARO:3003386	not organism-specific	—	ARO:3003386 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000683 (sulfacetamide); database assertion, not a primary citation.)
Streptococcus pyogenes folP with mutation conferring resistance to sulfonamides	ARO:3003387	not organism-specific	—	ARO:3003387 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000683 (sulfacetamide); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.